Process for producing 5,6-dihydro-1,3-oxazines

- Bayer Aktiengesellschaft

There has been found a new process for the preparation of 5,6-dihydro-1,3-oxazines, some of which are known, of the formula (I) ##STR1## in which A represents substituted phenyl, or represents in each case optionally substituted naphthyl, pyridyl, thienyl or pyrazolyl, andB represents hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, halogenoalkyl, alkenyl, optionally substituted cycloalkyl, or in each case optionally substituted phenyl, phenylalkyl, phenylalkenyl, phenoxyalkyl, phenylthioalkyl, pyridyl or 2- or 3-pyrrolylby reacting amide derivatives of the formula (II) ##STR2## with ethylene in the presence of hydrogen chloride gas and of a catalyst. The new 5,6-dihydro-1,3-oxazines can be used for combatting animal pests.

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Claims

1. Process for the preparation of compounds of the formula (I) ##STR334## in which A represents substituted phenyl, or represents in each case optionally substituted naphthyl, pyridyl, thienyl or pyrazolyl, and

B represents hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, halogenoalkyl, alkenyl, optionally substituted cycloalkyl, or in each case optionally substituted phenyl, phenylalkyl, phenylalkenyl, phenoxyalkyl, phenylthioalkyl, pyridyl or 2- or 3-pyrrolyl
R.sup.1 and R.sup.2 are identical or different and in each case represent alkyl, or together with the N atom to which they are bonded represent an optionally substituted heterocycle
Referenced Cited
U.S. Patent Documents
5538967 July 23, 1996 Long et al.
Foreign Patent Documents
394850 October 1990 EPX
1545671 August 1969 DEX
1670475 January 1971 DEX
2049160 April 1972 DEX
93/2296 November 1993 WOX
WO 94/14783 July 1994 WOX
Other references
  • Schmidt et al., Agnew. Chem., 77, 5, 1965, 218 pp. W. Seeliger et al., Liebigs Annalen, 697, 1966, 171pp. Schmidt et al., Agnew. Chem., 81, 15, 1969, 576pp. Schmidt et al., Chem. Ber. 103, 1970, 3242pp. Giordano et al., Synthesis, 1971, 92pp. Giordano et al., Synthesis, 1972, 34pp. Giordano et al., JCS Perkin Trans. I, 1973, 771pp. Foglia et al., J. of the Am. Oil Chemists Soc., 50, 1973, p. 9/10. Giordano et al., Gazz. Chim. Ital., 104, 1974, 181pp. Zaugg et al., Synthesis, 1984, 85pp. Zaugg et al., Synthesis, 1984, 1181pp. Hans Bundgaard et al., Int. J. of Pharmaceuttics. 22, 1984, 44pp. Katritzky et al., Tetr. 49, 19, 1993, 3907pp.
Patent History
Patent number: 5892030
Type: Grant
Filed: Nov 14, 1997
Date of Patent: Apr 6, 1999
Assignee: Bayer Aktiengesellschaft (Leverkusen)
Inventor: Bernd Alig (Konigswinter)
Primary Examiner: Richard L. Raymond
Law Firm: Sprung Kramer Schaefer & Briscoe
Application Number: 8/930,051
Classifications
Current U.S. Class: 1,3-oxazines (544/88); Additional Hetero Ring Containing (544/96)
International Classification: C07D26508; C07D295125;